Formation of antibiotic, biodegradable polymers by processing with Irgasan DP300R (triclosan) and its inclusion compound with β‐cyclodextrin

Jin, Lü; Hill, Marcus; Hood, Miriam; Greeson, Dale F.; Horton, J.R.; Orndorff, Paul E.; Herndon, April S.; Tonelli, Alan E.

doi:10.1002/app.1852.abs

Cited by 8 publications

(8 citation statements)

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“…In other studies (Chacon and others 2006a, 2006b; Li and others 2007), microencapsulated AIT was used to optimize the effectiveness of AIT. Microencapsulation is a well‐known procedure used to gradually release medicines (Lu and others 2001), and is used to stabilize or to trap flavor and odor (Li and others 2007). Moreover, controlled time‐releasing systems could theoretically contribute in reducing the amount of AIT necessary to achieve bactericidal effects since interfering glutathione, cysteine, and other sulphydryl compounds are lost during meat aging (Khan and Lentz 1977; Faustman and Cassens 1991).…”

Section: Resultsmentioning

confidence: 99%

Effect of Free‐SH Containing Compounds on Allyl Isothiocyanate Antimicrobial Activity against Escherichia coli O157:H7

Luciano

Hosseinian

Beta

et al. 2008

Journal of Food Science

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Escherichia coli O157:H7 contamination is a significant meat safety issue in many countries. Allyl isothiocyanate (AIT) is a natural compound found to limit the survival of E. coli O157:H7 and other pathogens in meat and meat products. In the present study, it was found that glutathione and cysteine naturally present in meat can interfere with AIT antimicrobial activity. Spectroscopy, HPLC, and LC-MS were used to confirm that glutathione was able to react with AIT and formed a conjugate with no or low bactericidal activity against the tested organisms. The same reaction also occurred at pH values of 4.9 and 5.8 at 25 and 4 degrees C, respectively, which broadly represent storage conditions in raw beef (pH 5.8) and during fermented sausage (pH 4.9) manufacture. Reactions observed help to explain reduction in antimicrobial potency of AIT in food (meat) systems.

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Section: Resultsmentioning

confidence: 99%

Effect of Free‐SH Containing Compounds on Allyl Isothiocyanate Antimicrobial Activity against Escherichia coli O157:H7

Luciano

Hosseinian

Beta

et al. 2008

Journal of Food Science

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“…The encapsulation of small guest molecules in CD cavities enhances their stability, and in addition, facilitates melt or solution processing, irrespective of the nature of the guest molecules. Our research group has shown successful encapsulation of various guest molecules (triclosan, neomycin sulfate, antiblaze RD-1, nonoxynol-9, and azo-dyes) and subsequent melt processing with polymers [ 52 , 53 , 54 , 55 , 56 ]. By employing such a methodology, not only can the stability and controlled release of the guest molecules be ensured, but it also facilitates the fabrication of facile commercial products containing small guest molecules [ 56 ].…”

Section: Cyclodextrin Functionalized Aliphatic Polyester Nanofibermentioning

confidence: 99%

Aliphatic Polyester Nanofibers Functionalized with Cyclodextrins and Cyclodextrin-Guest Inclusion Complexes

et al. 2018

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The fabrication of nanofibers by electrospinning has gained popularity in the past two decades; however, only in this decade, have polymeric nanofibers been functionalized using cyclodextrins (CDs) or their inclusion complexes (ICs). By combining electrospinning of polymers with free CDs, nanofibers can be fabricated that are capable of capturing small molecules, such as wound odors or environmental toxins in water and air. Likewise, combining polymers with cyclodextrin-inclusion complexes (CD-ICs), has shown promise in enhancing or controlling the delivery of small molecule guests, by minor tweaking in the technique utilized in fabricating these nanofibers, for example, by forming core–shell or multilayered structures and conventional electrospinning, for controlled and rapid delivery, respectively. In addition to small molecule delivery, the thermomechanical properties of the polymers can be significantly improved, as our group has shown recently, by adding non-stoichiometric inclusion complexes to the polymeric nanofibers. We recently reported and thoroughly characterized the fabrication of polypseudorotaxane (PpR) nanofibers without a polymeric carrier. These PpR nanofibers show unusual rheological and thermomechanical properties, even when the coverage of those polymer chains is relatively sparse (~3%). A key advantage of these PpR nanofibers is the presence of relatively stable hydroxyl groups on the outer surface of the nanofibers, which can subsequently be taken advantage of for bioconjugation, making them suitable for biomedical applications. Although the number of studies in this area is limited, initial results suggest significant potential for bone tissue engineering, and with additional bioconjugation in other areas of tissue engineering. In addition, the behaviors and uses of aliphatic polyester nanofibers functionalized with CDs and CD-ICs are briefly described and summarized. Based on these observations, we attempt to draw conclusions for each of these combinations, and the relationships that exist between their presence and the functional behaviors of their nanofibers.

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“…Similar results were also reported by Tonelli et al, where TR/β-CD crystals incorporated in poly(ε-caprolactone) (PCL) films have shown improved effectiveness against E. coli when compared to PCL film with TR only. 43 This is possibly because of the enhanced solubility of TR into agar medium by CD-IC. It was also noted that the PLA/TR/β-CD-IC sample had better inhibition levels against both of the bacteria when compared to the PLA/TR/γ-CD-IC sample, and this may be caused by the presence of uncomplexed TR in the PLA/TR/β-CD-IC sample, which can be released readily at the initial stage.…”

Section: Journal Of Agricultural and Food Chemistrymentioning

confidence: 99%

Antibacterial Electrospun Poly(lactic acid) (PLA) Nanofibrous Webs Incorporating Triclosan/Cyclodextrin Inclusion Complexes

Kayacı

Umu

Tekinay

et al. 2013

J. Agric. Food Chem.

162

107

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Solid triclosan/cyclodextrin inclusion complexes (TR/CD-IC) were obtained and then incorporated in poly(lactic acid) (PLA) nanofibers via electrospinning. α-CD, β-CD, and γ-CD were tested for the formation of TR/CD-IC by a coprecipitation method; however, the findings indicated that α-CD could not form an inclusion complex with TR, whereas β-CD and γ-CD successfully formed TR/CD-IC crystals, and the molar ratio of TR to CD was found to be 1:1. The structural and thermal characteristics of TR/CD-IC were investigated by (1)H NMR, FTIR, XRD, DSC, and TGA studies. Then, the encapsulation of TR/β-CD-IC and TR/γ-CD-IC in PLA nanofibers was achieved. Electrospun PLA and PLA/TR nanofibers obtained for comparison were uniform, whereas the aggregates of TR/CD-IC crystals were present and distributed within the PLA fiber matrix as confirmed by SEM and XRD analyses. The antibacterial activity of these nanofibrous webs was investigated. The results indicated that PLA nanofibers incorporating TR/CD-IC showed better antibacterial activity against Staphylococcus aureus and Escherichia coli bacteria compared to PLA nanofibers containing only TR without CD-IC. Electrospun nanofibrous webs incorporating TR/CD-IC may be applicable in active food packaging due to their very high surface area and nanoporous structure as well as efficient antibacterial property.

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Formation of antibiotic, biodegradable polymers by processing with Irgasan DP300R (triclosan) and its inclusion compound with β‐cyclodextrin

Cited by 8 publications

References 0 publications

Effect of Free‐SH Containing Compounds on Allyl Isothiocyanate Antimicrobial Activity against Escherichia coli O157:H7

Effect of Free‐SH Containing Compounds on Allyl Isothiocyanate Antimicrobial Activity against Escherichia coli O157:H7

Aliphatic Polyester Nanofibers Functionalized with Cyclodextrins and Cyclodextrin-Guest Inclusion Complexes

Antibacterial Electrospun Poly(lactic acid) (PLA) Nanofibrous Webs Incorporating Triclosan/Cyclodextrin Inclusion Complexes

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